The purpose of this study is to examine the presence of volatility smirk anomaly in index options and its predictability for future returns. The study tests the temporal properties of volatility smirk and further explores the factors determining the anomaly. The daily volatility smirk is computedfor the period 2004-2014 and the first lag of smirk is used in generalized least square (GLS) estimation framework, with set of control variables in two different specifications, to test the predictability as well as the determinants of volatility smirk. The study reports significant presence of volatility smirk in index options with an auto--regressive structure. Smirk predicts marginal returns and the predictability is robust to the control of major risk factors. It is also found that open interest of calls and puts, along with market risk premium and momentum premium, act as significant predictor of volatility smirk. The results are helpful in enhancing returns on investment in Index based funds and designing options strategies from the perspective of volatility risk. The study is first of its kind in the Indian market examining the reasons and consequences of existence of volatility smirk in index options. Keywords: options, implied volatility, informed trading, moneyness, volatility smirk. JEL Classification: G1. Introduction One of the major anomalies reported in the literature of derivatives is the presence of volatility smirk implicit in the prices of options (see Bates 2003, Xing et al. 2010). Volatility smirk refers to the difference of the implied volatilities of out--of--the--money (OTM) put options and at--the--money (ATM) call options for the same underlying. The presence of volatility smirk in the prices of index and stock options violates the Black and Scholes (1973) options pricing theory (B--S). The B--S theory suggests that every option should imply the same volatility for a given underlying. However, the presence of volatility smirk indicates that implied volatility, as a function of exercise/moneyness for a certain maturity, is a negatively skewed curve for most of the options (Foresi and Wu 2005). Series of options prices provide insights into the climate of expectations of various market participants. For instance, a call option pays off only when it finishes in--the--money (ITM) implying that the underlying asset price is in excess of the exercise price. On the other hand, a put option pays off only when the reverse is true. Thus, the set of call and put options premium across all exercise prices provides a very direct indication of market participants' aggregate subjective distributions (Bates 1991, 2000). Therefore, an assessed downside risk in the market will lead "put options with exercise prices well below the current spot price"(OTM puts), being priced higher than "calls with exercise prices close to the spot price: (ATM calls). Large downward movements in the market make the "puts" more likely to finish ITM than the "calls"and results in steeper volatility smirk. Pan (2002) reports that investors tend to choose OTM puts to express their concerns about possible future negative jumps, thus making OTM puts more expensive. The characteristics of volatility smirk and reasons thereof have been thoroughly analyzed for index options (Bates 1991, Pan 2002, Chen and Xu 2014) as well as stock options (Bollen and Whaley 2004, Xing et al. 2010). The recent studies on options suggest that the presence of volatility smirk could be attributed to the aversion of investors to future negative jumps in the prices of the underlying (see Bates 1991, Pan 2002, Kim and Zhang 2014). However, the empirical investigation on determinants of volatility smirk and the utility of smirk in enhancing the incentives of traders are sparse. Volatility smirk being a signal to negative price jump seeks attention as it can help market participants to mitigate their potential losses significantly, when they know the direction and magnitude of smirk--returns relationship. …